FMC-Supplementary-data.docx (10.94 MB)

2-hydroxy-1,4-naphthoquinones with 3-alkyldiarylether groups: synthesis and Plasmodium falciparum inhibitory activity - Supplementary data

dataset

posted on 2022-11-09, 10:06 authored by Amanda Berg, Chelsea B Swartchick, Noah Forrest, Matthew Chavarria, Madeleine C. Deem, Alyson N Sillin, Yuexin Li, Teresa M Riscoe, Aaron Nilsen, Michael K. Riscoe, Warren JL Wood

Synthesis of 4-hydroxyphenyl esters 20c and 20d

General method for the synthesis of the phenoxyphenyl esters (22a-d)

General method for the synthesis of the phenoxyphenyl acids (23a-d)

Characterization of 3b, 3c, and 3g-j

Ester reduction to synthesize 28a and 28b

Carboxylic acid reduction to synthesize 2-(4-(4-fluorophenoxy)phenyl)ethan-1-ol (28c)

Further information from the oxidation and reductive alkylation reactions to obtain 3h, 3i, and 3k

Parasite culture and assay information

References

1H and 13C NMR spectra for all compounds

Funding

M.J. Murdock Charitable Trust, (Grant / Award Number: 'Murdock College Research Program for Natural Scien') U.S. Department of Veterans Affairs, (Grant / Award Number: 'i01 BX003312 ') National Institute of Allergy and Infectious Diseases, (Grant / Award Number: 'R01AI100569','R01AI141412') U.S. Department of Defense, (Grant / Award Number: 'Log # PR181134') VA Research Career Scientist Award, (Grant / Award Number: '14S-RCS001')

History

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Keywords

2-hydroxy-1,4-naphthoquinones malaria Plasmodium falciparum radical alkylation three-component reductive alkylation

Licence

CC BY-NC-ND 4.0